GlcA(b1-6)b-Glc

Details

• Internal ID: f7bfb401-6c89-4b37-bfd5-27180c5b43d3
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glucuronides > O-glucuronides
• IUPAC Name: (2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2R,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy]oxane-2-carboxylic acid
• SMILES (Canonical): C(C1C(C(C(C(O1)O)O)O)O)OC2C(C(C(C(O2)C(=O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O)O)O)O)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C(=O)O)O)O)O
• InChI: InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)/t2-,3-,4+,5+,6+,7-,8-,9+,11-,12-/m1/s1
• InChI Key: YOOPHLDCWPOWDX-XZZVKZRASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₂₀O₁₂
• Molecular Weight: 356.28 g/mol
• Exact Mass: 356.09547607 g/mol
• Topological Polar Surface Area (TPSA): 207.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -5.30
• H-Bond Acceptor: 11
• H-Bond Donor: 8
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9058	90.58%
Caco-2	-	0.9072	90.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8000	80.00%
OATP2B1 inhibitior	-	0.8572	85.72%
OATP1B1 inhibitior	+	0.9126	91.26%
OATP1B3 inhibitior	+	0.9184	91.84%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9546	95.46%
P-glycoprotein inhibitior	-	0.9163	91.63%
P-glycoprotein substrate	-	0.9892	98.92%
CYP3A4 substrate	-	0.5639	56.39%
CYP2C9 substrate	-	0.8076	80.76%
CYP2D6 substrate	-	0.8808	88.08%
CYP3A4 inhibition	-	0.9307	93.07%
CYP2C9 inhibition	-	0.9391	93.91%
CYP2C19 inhibition	-	0.9489	94.89%
CYP2D6 inhibition	-	0.9445	94.45%
CYP1A2 inhibition	-	0.9645	96.45%
CYP2C8 inhibition	-	0.8007	80.07%
CYP inhibitory promiscuity	-	0.8995	89.95%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.7165	71.65%
Eye corrosion	-	0.9887	98.87%
Eye irritation	-	0.9579	95.79%
Skin irritation	-	0.8530	85.30%
Skin corrosion	-	0.9600	96.00%
Ames mutagenesis	-	0.8354	83.54%
Human Ether-a-go-go-Related Gene inhibition	-	0.6932	69.32%
Micronuclear	-	0.5967	59.67%
Hepatotoxicity	-	0.7896	78.96%
skin sensitisation	-	0.9325	93.25%
Respiratory toxicity	-	0.7000	70.00%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7250	72.50%
Nephrotoxicity	-	0.6978	69.78%
Acute Oral Toxicity (c)	III	0.5233	52.33%
Estrogen receptor binding	-	0.7424	74.24%
Androgen receptor binding	-	0.7259	72.59%
Thyroid receptor binding	+	0.5136	51.36%
Glucocorticoid receptor binding	-	0.6396	63.96%
Aromatase binding	+	0.5224	52.24%
PPAR gamma	-	0.5998	59.98%
Honey bee toxicity	-	0.8115	81.15%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7555	75.55%
Fish aquatic toxicity	-	0.6969	69.69%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.14%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	88.31%	91.11%
CHEMBL4040	P28482	MAP kinase ERK2	86.90%	83.82%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.51%	99.17%
CHEMBL5957	P21589	5'-nucleotidase	83.28%	97.78%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	81.41%	96.95%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	80.03%	83.57%

Plants that contains it

• Grazielia serrata
• Strychnos tomentosa

Cross-Links

• PubChem: 21599608
• NPASS: NPC226263